Thionyl Chloride → 4-(3-Amino-3-oxoprop-1-en-2-yl)benzoyl chloride

HRID 268502Notes

Reaction equation

HRID 268502 reaction equation
S(Cl)([Cl:3])=O.[C:5]([C:8]1[CH:18]=[CH:17][C:11]([C:12](=[CH2:16])[C:13]([NH2:15])=[O:14])=[CH:10][CH:9]=1)(O)=[O:6]>>[Cl:3][C:5]([C:8]1[CH:18]=[CH:17][C:11]([C:12](=[CH2:16])[C:13]([NH2:15])=[O:14])=[CH:10][CH:9]=1)=[O:6]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 21413842HCID 21413842, compound

Product 1

HCID 214138224-(3-Amino-3-oxoprop-1-en-2-yl)benzoyl chloride

Procedure

A mixture of 50 cc. of thionyl chloride and 0.05 moles of p-carboxyatropamide is heated at reflux on the steam-bath for 1/2 hour. The reaction mixture is concentrated in vacuo to give p-chlorocarbonylatropamide suitable for use in the following step.

Workup

  1. additionA mixture of 50 cc
  2. temperatureat reflux on the steam-bath for 1/2 hour
  3. concentrationThe reaction mixture is concentrated in vacuo

Sources & evidence

ORD record
ord-f2c810ecf6614f0890a0fcb34e724931
Source dataset
uspto-grants-1976_03
Patent number
US03947582

Reaction notes

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